Rolling Pines Rd, Chipley, FL Property Records

Washington County property records for 53 addresses on Rolling Pines Rd, Chipley, FL · Last verified August 2026

Rolling Pines Rd Highlights

Properties 53
Median Sale Price $71,000
Deeds and Mortgages on File 66
Median Price per Sqft $47
Owner Occupied 79%
Median Annual Tax Bill $746
Median Year Built 2001
Median Ownership Tenure 7 years

Properties on Rolling Pines Rd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2001 Rolling Pines Rd

1 bd · 1 ba · 840 sqft · 50 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Feb 2022 $1,8172025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

2013 Rolling Pines Rd

3 bd · 3 ba · 2,544 sqft · 32.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jun 2007 $1,3562025 Amount on Record Feb 2001 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2022 Rolling Pines Rd

3 ba · 2,403 sqft · 30.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$500May 2023 $1,2232025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2058 Rolling Pines Rd

2 ba · 2,024 sqft · 39.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$540,000Sep 2023 $2,9132025 Amount on Record Apr 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

2073 Rolling Pines Rd

2 ba · 2,682 sqft · 20 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,000Feb 2025 $1,6472025 1 Name on Record Assessor + 2 DocumentsUpdated Jan 2026

2106 Rolling Pines Rd

3 bd · 2 ba · 1,404 sqft · 4.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1991 $7642025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2109 Rolling Pines Rd

2 bd · 1 ba · 728 sqft · 4.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$4362025 —Jul 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2132 Rolling Pines Rd

1 ba · 1,092 sqft · 4.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Nov 2017 $6422025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2140 Rolling Pines Rd

3 bd · 2 ba · 2,356 sqft · 4.8 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $5802025 Amount on Record Dec 2013 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2168 Rolling Pines Rd

2 ba · 2,052 sqft · 5.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,900Aug 2005 $3942025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

2169 Rolling Pines Rd

3 bd · 2 ba · 1,860 sqft · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2191 Rolling Pines Rd

3 bd · 2 ba · 1,056 sqft · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2021 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2201 Rolling Pines Rd

1 ba · 672 sqft · 2.81 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2022 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2202 Rolling Pines Rd

3 bd · 2 ba · 1,344 sqft · 9.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,129Dec 2015 $6202025 Amount on Record Jan 2001 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

2205 Rolling Pines Rd

3 bd · 2 ba · 1,920 sqft · 2.46 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2022 —Feb 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2206 Rolling Pines Rd

3 bd · 2 ba · 1,456 sqft · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2022 Amount on Record Feb 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2211 Rolling Pines Rd

3 bd · 2 ba · 1,560 sqft · 5.4 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2227 Rolling Pines Rd

3 bd · 2 ba · 1,404 sqft · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,000Jul 2019 $2,1522025 2 Names on Record Assessor + 2 DocumentsUpdated Jan 2026

2233 Rolling Pines Rd

2 ba · 924 sqft · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1990 $212025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2234 Rolling Pines Rd

2 ba · 924 sqft · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2019 $1762025 —Nov 2017 3 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2240 Rolling Pines Rd

3 bd · 2 ba · 1,984 sqft · 4.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,000Oct 2000 $2682025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2243 Rolling Pines Rd

2 bd · 2 ba · 672 sqft · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,200Jan 2020 $4642025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

2273 Rolling Pines Rd

2 ba · 1,620 sqft · 5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4082025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

2276 Rolling Pines Rd

1 bd · 1 ba · 578 sqft · 4.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$4762025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2282 Rolling Pines Rd

3 bd · 2 ba · 2,300 sqft · 4.7 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$27,000Mar 2012 $1,7752025 Amount on Record Sep 2001 1 Name on Record Owner Occupied AssessorUpdated Jan 2026
Last Sale Tax Bill Prior Sale Owner Records
$130,409Sep 2005 $7462025 3 Names on Record AssessorUpdated Jan 2026

2290 Rolling Pines Rd

768 sqft · Built 2003 · 4.9 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$110,000Feb 2018 $4002025 —Dec 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2320 Rolling Pines Rd

2 ba · 924 sqft · 5.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Sep 2021 $2952025 Amount on Record Oct 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2376 Rolling Pines Rd

3 bd · 2 ba · 1,296 sqft · 6.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,500May 2021 $1,0482025 Amount on Record Nov 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2414 Rolling Pines Rd

3 bd · 2 ba · 1,682 sqft · 6.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000May 2019 $2,2472025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jan 2026

2420 Rolling Pines Rd

1,216 sqft · Built 1996 · 5.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$6292025 Amount on Record Jun 2000 1 Name on Record Assessor + 1 DocumentUpdated Jan 2026

2442 Rolling Pines Rd

2 ba · 2,146 sqft · 5.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 1996 $1,4402025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026
Last Sale Tax Bill Prior Sale Owner Records
—Feb 1996 $5662025 2 Names on Record AssessorUpdated Jan 2026

2566 Rolling Pines Rd

3 bd · 2 ba · 2,880 sqft · 14 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1996 $1,0772025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2604 Rolling Pines Rd

2 ba · 1,064 sqft · 10.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,000Mar 2024 $6032025 —May 2002 1 Name on Record AssessorUpdated Jan 2026

2622 Rolling Pines Rd

2 ba · 1,152 sqft · 4.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,000Mar 2024 $2922025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2630 Rolling Pines Rd

2 ba · 1,296 sqft · 4.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$41,300Feb 2003 $2662025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

2633 Rolling Pines Rd

2 ba · 2,462 sqft · 39.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$375,000Dec 2015 $2,3382025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2674 Rolling Pines Rd

2 ba · 1,064 sqft · 9.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Feb 2012 $2902025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026
Last Sale Tax Bill Prior Sale Owner Records
$155,000Dec 2022 $242025 Amount on Record Jan 2022 2 Names on Record Assessor + 2 DocumentsUpdated Jan 2026

2700 Rolling Pines Rd

1 ba · 780 sqft · 5.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$3782025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2703 Rolling Pines Rd

3 bd · 3 ba · 2,784 sqft · 6.83 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jul 2025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

2709 Rolling Pines Rd

3 bd · 3 ba · 2,485 sqft · 5.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 2014 $3,4572025 2 Names on Record Owner Occupied AssessorUpdated Jan 2026
Last Sale Tax Bill Prior Sale Owner Records
$71,000Jan 2023 $8292025 Amount on Record Nov 2022 2 Names on Record Assessor + 2 DocumentsUpdated Jan 2026

2727 Rolling Pines Rd

3 bd · 2 ba · 2,528 sqft · 5.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,900Dec 2018 $2,5342025 Amount on Record May 2010 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

2737 Rolling Pines Rd

3 bd · 2 ba · 2,323 sqft · 4.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jul 2022 $4,8142025 Amount on Record Feb 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2755 Rolling Pines Rd

2 ba · 1,985 sqft · 3.73 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,8992025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
$125,000Feb 2026 $6252025 Amount on Record Aug 2023 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

2763 Rolling Pines Rd

2 bd · 2 ba · 1,752 sqft · 1.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jul 2016 $1,1832025 Amount on Record Nov 2013 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2767 Rolling Pines Rd

3 bd · 2 ba · 2,436 sqft · 2.79 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Feb 2021 $3,5242025 Amount on Record May 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2774 Rolling Pines Rd

2 bd · 2 ba · 1,176 sqft · 1.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,500Jul 2001 $1,7282025 2 Names on Record AssessorUpdated Jan 2026

2781 Rolling Pines Rd

2 ba · 1,325 sqft · 1.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2791 Rolling Pines Rd

4 bd · 4 ba · 3,605 sqft · 2.41 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2018 $3,7602025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jan 2026

Wildfire Risk on Rolling Pines Rd

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire Risk to HomesModerate
this street's cells rank at the 54th percentile of exposed land nationally · 26th in Florida
Wildfire LikelihoodModerate — about 1 in 780 per year
ExposureDirect
19 of 27 cells directly exposed · 27 adjoin burnable vegetation

Property Records in Nearby Streets